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Pd-Catalyzed Cross Coupling Strategy for Functional Porphyrin Arrays
ACS Central Science ( IF 12.7 ) Pub Date : 2020-11-16 , DOI: 10.1021/acscentsci.0c01300
Kaisheng Wang 1 , Atsuhiro Osuka 1 , Jianxin Song 1
Affiliation  

Porphyrin arrays are an important class of compounds to study interporphyrin electronic interactions that are crucial in determining the rates of energy transfer and electron transfer reactions. When the electronic interactions become stronger, porphyrin arrays exhibit significantly altered optical and electronic properties owing to large oscillator strength and flexible electronic nature of porphyrins. In addition, porphyrins accept various metal cation in their cavities and the interporphyrin interactions depend upon the coordinated metal. With these in the background, porphyrin arrays have been extensively explored as sensors, multielectron catalysts, photodynamic therapy reagents, artificial photosynthetic antenna, nonlinear optical materials, and so on. Here, we review the synthesis of porphyrin arrays by palladium-catalyzed cross-coupling reactions, which are quite effective to construct carbon–carbon bonds and carbon–nitrogen bonds in porphyrin substrates. Palladium-catalyzed cross coupling reactions employed so far are Suzuki–Miyaura coupling reaction, Sonogashira coupling reaction, Buchwald–Hartwig amination, Mizoroki–Heck reaction, Migita–Kosugi–Stille coupling reaction, and so on. In each case, the representative examples and synthetic advantages are discussed.

中文翻译:

功能性卟啉阵列的Pd催化交叉偶联策略

卟啉阵列是研究卟啉间电子相互作用的重要一类化合物,这对于确定能量转移和电子转移反应的速率至关重要。当电子相互作用变得更强时,由于大的振荡器强度和卟啉的柔性电子性质,卟啉阵列表现出显着改变的光学和电子性质。另外,卟啉在它们的腔中接受各种金属阳离子,并且卟啉之间的相互作用取决于配位的金属。在这些背景下,卟啉阵列已被广泛地用作传感器,多电子催化剂,光动力疗法试剂,人造光合天线,非线性光学材料等。这里,我们回顾了通过钯催化的交叉偶联反应合成卟啉阵列的方法,该方法对于在卟啉底物中构建碳-碳键和碳-氮键非常有效。到目前为止,使用的钯催化交叉偶联反应有Suzuki–Miyaura偶联反应,Sonogashira偶联反应,Buchwald–Hartwig胺化,Mizoroki–Heck反应,Migita–Kosugi–Stille偶联反应等。在每种情况下,都将讨论代表性示例和综合优势。等等。在每种情况下,都将讨论代表性示例和综合优势。等等。在每种情况下,都将讨论代表性示例和综合优势。
更新日期:2020-12-23
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